ORGANIC CHEMISTRY I (2201)
Spring 2013
Instructor: Bill Wuest
Office: Beury 448
Office Hrs: Tuesdays, 2-4 PM
The organic chemistry program has two parts that are separate courses: lecture, 2201 and laboratory,
2203. These courses are separate registrations. The two parts are designed to be completed at the
same time, but credit for them is earned independently.
Course Prerequisites: Successful completion of General Chemistry II (1032, 1042, 1952 or
the equivalent) with all applicable grades C- or better is a prerequisite.
Specific Goals and Objectives:
The primary objective of this course is to introduce the student to the fundamental principles of
organic chemistry and to develop critical thinking skills. The objectives are:
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To learn the about bonding, molecular structure, and hybridization of organic compounds.
To learn the mechanisms of a variety of organic reactions.
To learn to apply molecular orbital analysis to reaction mechanisms.
To be familiar with the analytical tools used to identify organic compounds.
To be able to interpret the spectral data from the analytical tools.
To be familiar with the nomenclature, preparation and reactions of alkanes, alkenes,
alkynes and alkyl halides.
To understand the three-dimensional shapes of organic molecules and how those shapes
affect reactivity.
To begin to be able to do multiple step transformations of simple organic molecules, i. e.
begin to learn organic synthesis and perform retro-synthetic analysis.
Student Learning Outcomes:
Students will be able to:
 Recognize simple alkanes, alkenes, alkynes and alkyl halides and know the shape of each
functional group.
 Be able to name in a systematic manner simple organic compounds such as alkanes,
alkenes, alkynes and alkyl halides.
 Recognize and distinguish constitutional, configurational and conformational differences in
organic molecules.
 Be able to construct three-dimensional models of organic compounds.
 Draw the mechanisms: electrophilic addition, radical halogenation, SN2, SN1, E1, and E2.
 Interpret simple spectral data.
 Know about organic reactions that are useful in organic synthesis.
 Apply molecular orbital theory to chemical information.
Textbook: M. Jones, Jr. and S. A. Fleming, Organic Chemistry, 4th Ed., WWNorton, 2010
(ISBN 978039393149-5) is required. It is sold in the bookstore as a package including the
textbook, solution manual, ebook, and “SmartWorks” organic online homework system. All of
these materials can be used in the course so you should purchase the complete package. A
molecular model kit, available in the bookstore for about $20, is also strongly recommended.
The model set can be returned to the TU Chemical Society (student club) for refund at the
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end of the spring semester. The book “Organic Chemistry as a Second Language” by David
Klein (ISBN 0470129298) is helpful and can be purchased through the bookstore or online.
Blackboard™: A Blackboard site will be set up for this course. Please check that you are
registered and can access this course on Blackboard™. Announcements and e-mails will be
sent out via Blackboard™ so it is imperative that you check this web site and your Temple
email account on a regular basis. Supplemental materials, messages and schedule
adjustments will be posted there. Class rankings will be posted on this site so you can get a
feel for how you are doing in the course.
Attendance: Your attendance at all lectures and recitations is expected and essential to your
success in this course. In case of emergency, you may attend a lecture or recitation section
other than your assigned one.
Academic Integrity: All students are expected to adhere to the highest levels of academic
integrity. Any students found cheating (i.e. copying answers to exam, quiz, or homework;
submitting experimental data that they did not collect; presenting graphs and calculations; or
otherwise taking credit for work that they did not perform) will receive a failing grade in the
course. They will also be reported to the Dean's office in the College of Science and
Technology. There are dire consequences. Please do not give cause to suspect cheating.
Cheating can be detected during and after tests are handed in.
Disability Resources and Services: Any student who has a need for accommodation based
on the impact of a disability should contact their instructor privately to discuss the specific
situation as soon as possible. Contact Disability Resources and Services at 215-204-1280 in
100 Ritter Annex to coordinate reasonable accommodations for students with documented
disabilities. (http://www.temple.edu/disability/)
Non Course Content Problems: You should first attempt to resolve any problems that you
are having with your class or recitation instructor. If speaking with the instructor does not
resolve the issue, then you should speak with the course coordinator (Prof. Steve Fleming, 442
BE). The coordinator will attempt to mediate, consistent with department policy. However, if
you are having problems with the professional conduct of your instructor you should contact
the department chair directly.
Lecture Class: Each chapter should be read before it is scheduled to be discussed in the
lecture (see attached calendar). This is your preparation for the lecture class. If you don’t
understand the material after you have read it, the lecture may clarify the material. If you still
don’t understand the material, you can ask questions during lecture and recitation sessions. If
you are late, take a seat that does not interrupt the lecture or disturb other students. Please
turn your cell phones off.
Recitation Class: Your recitation section was selected when you register for the course. It is
recommended that you attend recitation classes because the class sizes are smaller than
lecture class. You can interact more with the teacher in that setting. Part of your grade will
depend on your recitation performance (50 pts)!
Testing Policy: All tests are given in a "Closed Books" environment. No books, notes, or
reference material may be consulted during any test. You can use model sets during the
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exam. Giving or receiving information during examinations is a violation of the Temple
Student Discipline Code and will result, at minimum, in a grade of F for this course. Electronic
devices, including calculators, phones, and PDA's are not permitted in the exam room. You
will be held responsible for all the material and assigned problems in the scheduled chapters,
except for any sections that your instructor specifically tells you that you may exclude. Cell
phones are to be turned off during exams.
1. No electronic device is allowed during exams. Calculators are not needed in Chem 2201.
2. During testing situations, you have completed the test when you leave the room. Visit the
restroom facilities before sitting for your exams.
Exams: There will be three midterm exams and a final exam. Exam questions will be in
similar format to assigned book problems. Each midterm exam will be 200 points. The final
exam will be 200 points and is cumulative, covering ALL materials taught in this course. The
final will be a standardized multiple-choice exam. Study guides for the final can be found in
the reserve library in 201 EA. There is a review exam based on Chapter 1 and key concepts
that you should know from general chemistry classes. The review exam will be worth 50
points. Students are advised to seriously consider not continuing in this course if they do
poorly (<50%) on this review exam.
Quizzes/Homework: The quizzes given during the semester are designed to prepare you for
examinations and to make sure you understand key materials and concepts. Accordingly, two
formats of quizzes will be used. Five unscheduled quizzes will be given in class and three take
home quizzes will be given before each exam (doubling as a practice exam). The total points
for the quizzes will be 200 and homework will be 100. Quiz questions will be very similar to the
problems in the book.
The assigned problems in the book are listed in the Course Schedule given below. Answers to
all assigned problems can be found in the Study Guide that accompanies the textbook. It is
important that you work through each problem and understand the theory and methods used
for its solution, and do this before the recitation in which it is discussed. Copying the answer
from the Study Guide into your notebook is not likely to help much. In order to obtain a
practical understanding of the material, you will need to work through the assigned problems.
You should be ready to discuss them when your recitation class is scheduled to cover the
chapter material (see attached schedule). The listed problems represent the minimum
necessary for you to develop a working foundation in chemistry. Experience has shown that
students who do more than the assigned problems do well in this course. You are encouraged
to work additional problems and seek help outside the classroom.
Online Homework: Smartwork is our web-based, online homework system. You will benefit
from using Smartwork through immediate answer-specific feedback that addresses common
misconceptions and helps you learn from your mistakes. You will have three attempts to
provide the correct answer using the online tool. Smartwork will also provide useful and prompt
feedback about key concepts and materials covered in lecture. Online homework using the
SmartWork system will be part of the evaluation of your performance in this course. Your
instructor will give you a code for your course. There will be assignments for each chapter,
accessed by going to the Smartwork Login page at http://smartwork.wwnorton.com
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You will be able to get assistance for the online homework from the SmartWork TA dedicated
to helping with the software. There is also an online help desk that can be accessed at
http://support.wwnorton.com
Socrative: Throughout the school year we will utilize a phone and web-browser application
called socrative. The app can be downloaded on your smartphone or accessed through a webbrowser (either on a computer or smartphone) at www.socrative.com. Before the first day of
class please download the application and familiarize yourself with the program. It will be
implemented in each class to assess how everyone is doing in real time.
Music Video Extra Credit Project: Students are encouraged to create a YouTube music
video pertaining to Organic Chemistry. Students who participate will receive 5, 15, or 25 bonus
points on their lowest exam grade. Bill will decide on the top 5 entrants (who will each receive
15 pts) and those videos will then be played during the last lecture where the class will vote on
who receives the 10 pt bonus. All participants are required to send me their YouTube video, a
copy of the lyrics, and the names of all participants. They also must be willing to have the
videos posted online and shown in class. Here are some of the guidelines for the assignment:
a) The lyrics should contain mostly technical information about structure, reactions,
and/or synthesis, but be sure to mention ‘Temple’ and ‘Chem2201’ in your video
(either verbally or in writing)!
b) Your music video can be completely original or a parody of one of your favorite
songs.
c) The length should be between 2–3 minutes.
d) No vulgarity or nudity – keep it “PG/PG-13”
e) For the audio, you may wish to use auto-tune software, especially if you are selfconscious about your voice. If it is also necessary include captioned lyrics in the video
or a word document with the lyrics.
f) You may work by yourself or in teams of up to 4 people.
g) You must submit the video to Bill (youtube link - preferred, or CD / DVD) by:
Tuesday, April 30th, 2013 at 8am.
h) If submitting a CD / DVD, please make sure the video file is Mac-compatible
i) For some inspiration check out this
S11/Jedi_Rockstar_Music_Videos.html)
website
(http://www.chem.ucla.edu/14D-
j) Try to use this assignment as an opportunity to study, be creative, and have fun (yes,
even in an organic chemistry class!)
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Grading:
Review Exam
Midterm Exam 1
Midterm Exam 2
Midterm Exam 3
Final
Quizzes
Recitation
Homework
Total
50 points
200
200
200
200
200
50
100
1200
Grades will be based on the natural breaks.
Course Schedule:
This schedule is tentative and subject to change.
Please be alert to announced changes.
Date
Chapter
Homework Problems
(1) 1-26, 31-38, 40-45, 48,
Jan. 22, 24
1 – Bonding
Exam
51-55, 58, 59, 68, 69
Jan. 29
Jan. 31, Feb. 5
Feb. 7
Feb. 12, 14
Review exam
2 – Alkanes
(2) 1-5, 7-12, 14-27, 30-41, 4348, 51-53, 56, 58, 60-62, 66-68
(3) 1, 3-13, 15-20, 22-32,
3 – Alkenes
32-40, 43-45, 47, 50-58
and Alkynes
4 – Stereochemistry (4) 1-14, 17-24, 27-30, 32, 33,
37-43, 45-48, 50-52, 57, 59, 60
Feb. 19
Feb. 21
Feb. 26, 28
March 5, 7
March 11-15
March 19, 21
March 26
March 28,
Apr. 2, 4, 9
April 11, 16
April 18
April 23, 25
April 30
May 2
Monday, May 13
3:30pm
Midterm 1
5 – Rings
6 – Alkyl Halides
and Alcohols
7 – Substitution
and Elimination
Spring Break
15 – Spectroscopy
(5) 1-23, 27, 28, 32-39, 41-46,
49-52, 55, 59
(6) 1-11, 13-17, 19-27, 29-33,
36, 37
(7) 1-8, 10-25, 29-46, 48-51, 5356, 61-63, 65-68, 71, 74,78,84,85
(15) 1-7, 9-27, 32-35, 37-43, 48-49,
52-54, 57-58, 61-62, 64, 66, 73-74, 80
Midterm 2
9 – Addition to
Alkenes I
10 – Addition to
Alkenes II
11 – Radicals
12 – Dienes
(9) 1-6, 9-20, 22-24, 27, 31-37,
41-44, 46-51, 59, 61
(10) 1-12, 16, 17, 21-42, 46-48,
50-52, 55, 67
(11) 1-3, 17-21, 24, 25, 34-41, 61
(12) 1-8, 12-14, 16-21, 24, 25,
31-35, 38-44, 49, 52, 53, 55, 69
Midterm 3
Review for Final
Final
Drop/Add: Drop/Add actions are possible during the first two weeks of classes. Academic
Advising must be consulted to take any of these actions. Your instructors are not a part of this
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process. The Temple University policy should be reviewed if you contemplate such action.
The University has set the last date to drop to be February 4th.
Withdrawals: Withdrawals are possible after the drop deadline. The university has set the
latest date to be Tuesday, March 26th. Note that a withdrawal (W) is an institutional
procedure that does not involve your instructors in any way. This is not complete until the
withdrawal form has been signed by academic advising and submitted to the Registrar's
office. Temple University Policy (#02.10.14) on Withdrawal should be consulted. Please click
here to view the policy.
Incompletes: Please note that an "Incomplete" or "I" is only to be given in accord with
institutional procedures. An “I” cannot be assigned until the specific requirements have been
met, and an Incomplete Contract has signed and submitted. This course is governed by the
Temple University Policy (#03.12.13) on Incompletes. Please click here to view the policy. To
obtain an "incomplete" designation, at least 50% of the work of the course must be
completed and there is a valid reason acceptable to academic advising for missing the
remainder of the course. The student's accumulated total to that point must be more than
75% of the possible points.
For those students who are assigned a grade of "I", all previous scores will stand and
be used is the calculation of the final score when the course is completed. Students wishing to
pursue an incomplete must obtain an Instructor Approval for an Incomplete Form (available
from the web page) that the student and instructor must complete, before presentation to
academic advising for final approval. No “I” designation may be requested after the final exam
of the student’s section of this course has been administered.
Some Friendly Advice; Organic Chemistry is a difficult course. For many of you it will be the
most difficult and time-consuming course you take in your college career. You can make it
easier on yourself by doing the following:
1. Do as many problems as you have time for, beyond the problems that are assigned.
Even if they are from another book, the practice will help.
2. Study regularly. If you fall behind, it's hard to catch up.
3. You should understand theory and method. You may try to memorize definitions and
summaries at the end of each chapter, but there is too much material to memorize it all.
4. Form study groups. These are very helpful. Be an active contributor in your group.
5. Some students will need to work on organic chemistry 10-15 hours per week outside of
class. Some will be able to understand the material with 2-3 hours per week. It has
been my experience that: a) paying attention to detail and b) wanting to learn why things
happen, are the most common characteristics of students who do well in o-chem.
6. If you have a problem with the material, seek help immediately. Make use of instructor
office hours and additional time that I can give you. If I am in my office and the door is
open, you are more than welcome to come in and ask questions. Don’t wait until the
last minute! A lot of the material taught in this course is cumulative and you need to
understand material throughout the course to understand later material.
7. Organic Chemistry is like learning a new language. There is fundamental terminology
that must be incorporated in your vocabulary. Then there are concepts you will learn
and you will be asked to apply the concepts in scientific analysis. These types of
questions are not handled well by memorization. Unlike many other courses, the
concepts introduced each week of the class will remain important during the remainder
of the course, right through second semester. In fact, the final exam for Chem 2202
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(Org. Chem II) will be a standardized exam covering both semesters of organic
chemistry.
HELP!!!
Make certain you take full advantage of all the academic support services
available at Temple - on the Main Campus and at Ambler. These include instructor office
hours, the Math and Science Resource Center (MSRC) 1810 Liacouras Walk, 2nd floor, Main
Campus in addition to Supplemental Instruction sessions. The services provided at the MSRC
include one-on-one tutoring, computer lab, weekly group tutorials/supplementary instruction,
final exam review sessions, and a resource library. The center is open 6 days a week AND IS
FREE. For additional information check http://www.temple.edu/msrc/
The reserve desk in the Science, Engineering and Architecture Library (201 EA) has several
organic chemistry texts, including the Jones/Fleming text, and study guides that are available
for limited time checkout. There are several copies of the American Chemical Society Official
Guide “Preparing for Your ACS Examination in Organic Chemistry” in the reserve collection.
This book will help you prepare for the multiple-choice final. The Paley Library reserve desk
has the Jones/Fleming text and study guide.
On-Line Help:
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Practice Quizzes: http://www.chemhelper.com/practicetests.html
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Organic reactions Quizzes and Summaries:
http://pages.towson.edu/ladon/orgrxs/reactsum.htm
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Organic Chemistry Toolkit: http://www.stolaf.edu/depts/chemistry/courses/toolkits/247/
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Organic Chemistry Practice Problems at Michigan State University (Excellent):
http://www.cem.msu.edu/~reusch/VirtualText/Questions/problems.htm
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Electronic Flashcard: http://www.chemistry.ohio-state.edu/organic/flashcards/
2201 Instructors for Spring 2013 (in alphabetical order):
Instructor’s name
Serge Jasmin
BE Office #
444
Email address
sjasmin@temple.edu
Lecture
10:00am MWF
Dave Hill
426
hill@temple.edu
12:00noon MWF
William Wuest
448
wwuest@temple.edu
12:30pm TTh
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